The morning arrived, sun shining and blue skies. A Friday off work this was the day I’d been waiting for as long as I could remember. Today I was going out dressed as a woman, my partner and I had been together for 5 years, since the sixth form and I had confessed my passion for dressing up in my sister's clothes almost within the first month of our relationship. Instead of laughing or ridiculing me she was very interested in my wants and needs.

A year ago I mentioned that I would really like to go out as a woman and she agreed but insisted that she would “manage and control” the preparations and I was to obey her instructions before and on the day, I agreed with anticipation.

The preparations started with me learning to walk, talk and act as a woman, and to put on make up properly, I was an eager student but it all took a long time.
Anyway today was the day. We had spent last night waxing and nail painting, I was told that my clothing would be given to me after I had done my make up and put on my wig to her satisfaction.

I made breakfast for us both with great anticipation, then showered put on the make up put on the wig, looked in the mirror and as usual saw someone who looked like my sister looking back. I presented myself to my mentor who was pleased with my efforts and rewarded me with my underwear: matching white silk panties and bra with black lace piping, then a very short navy blue Broderie Anglais skirt, and top. I thought the skirt was to short but she said it was fine. After dressing I was given a pair of wedge heel sandals. I put these on and was ready to go.

I was then told to walk upstairs and get my house keys and hand bag. When I was halfway up the stairs I was told to stop but keep looking ahead. A flash told me she’d taken my picture.

I got my handbag and keys came back down. "Give me your keys," she said which I did.
"Now let's go," she said.

When we got to the car she said "we are going to London today and there will be lots of riding on trains up and down stairs and escalators."
She showed me the photo she’d taken with her phone. "That’s what someone 4 or 5 steps behind will see," she said. I realised my panties would be on show.
"I should go back and change then” I sai.
"Oh no," she said. "I want you to flash as much of your panties as you can all day. But if you want to change you’ll need to go round to your mother's for the spare keys as I’ve left both sets of ours indoors."

The fact that I had to go as I was both excited and scared me What if I was found out?

First stop on the way to the station was a call at well known supermarket where my partner selected some scanty sexy black underwear and tampons. We then went to the freezer section and walked up and down for a while she then said “we want a pizza." The freezer was nearly empty and I had to lean right over to pick up a pizza. After I stood up she said no put it back. I turned to her about to complain and she said “my rules if you want to play, anyway you’ve just given that young guy a good flash”, I turned to see a young boy of about 18 staring at me with a wishful look in his eye, so I bent over again to put it back but took my time, allowing him a longer look this time.

I was next instructed to take the underwear and tampons to checkout with a young lad and when he was putting the underwear through the scanner to ask if my boyfriend would like me in it. When I asked the question I don’t who was more embarrassed, him or me, but he stuttered yes and nodded shyly.

The train was pretty busy and we had sit on opposite sides of the compartment, sitting right across from me was a middle aged man who obviously spotted my panties as soon as I sat. His eyes kept travelling to that area.

After a while I pretended to doze off and let my legs open a little and watched through nearly closed eyes as he stared at my panties. When I 'woke' and crossed my legs, he looked most disappointed and spent the rest of the journey looking in hope of another flash.

As we arrived in London I uncrossed my legs gave a quick flash and stood up and as he looked up at me, I winked, smiled and left the carriage. Once on the platform I waited for my mentor to catch up. When she caught up she said “you little tart, I saw the show you gave him”.

We headed to the underground station which again was fairly busy. While deciding which route we were going to take I felt my bum squeezed and turned to see the man from the train walk past.

The morning passed quickly. It must have been carefully planned as the route we went was defined to get me into of all sorts of potentially embarrassing situations, riding escalators and climbing stairs. On several occasions I looked over my shoulder to see men taking a step or two back on escalators or slowing on the stairs to be the right distance behind for the view.

We had a visit to one chemist for me to buy KY jelly, another chemist to buy flavoured condoms but the most embarrassing was a sex shop where I was instructed to buy a strap on dildo complete with pump action. While carrying out this transaction I overheard one customer say "give me a while with her she wouldn’t need one of those then,". I took this as a compliment and on the way out whispered in is ear, “This is to give my girlfriend a good night” which seemed to shock him.

We went shopping for shoes where I bought a pair of 4 inch stiletto heels, which was another excuse for flashing the young lad who really did give attentive service helping me to try shoes on although he didn’t seem to be looking at my feet much.

After while we entered the area where I worked. This was very worrying. As we walked down the street I tried to look away from people in case they recognised me. Then I was ushered into the pub where I knew colleagues would be drinking at that time.
"No, I can't” I said.
“Yes you can," came the answer. "My rules still apply”.
I was told to sit on the bench seat under the window facing the bar. Sure enough there were all my workmates.

My escort went to the bar, spoke to my colleagues, then ordered the drinks and brought mine over. It was a glass of red wine when I really wanted a pint. She said “its alright, I’ve told them you are your sister and very shy and that you’ve got a sore throat”
She turned away then turned back to me. “The boys at the bar can’t see your panties so uncross your legs and let the skirt ride up a little” Again I pleaded “no” but the same answer came back.
“My rules. You promised to obey."
I did as I was told, and she returned to the bar. Before she turned to signal the view was right I knew it was because one of the lads nudged the others and they turned to see the show. I could imagine the comments that were made because I probably would have made some myself if I’d seen what they thought they were seeing.

After the guys had left, I was asked, “are you enjoying yourself?”
“oh yes” I replied.
“Good. Come with me to the toilets.”
We went in and I was pushed into the first cubicle. She shut the door behind kissed me with more passion than I’d felt for a while.
“I feel so hot watching you today. Give me a bit of finger action”.

I slipped my hand up her skirt, pushed her moist panties aside and rubbed her clit. In no time at all she was squealing with pleasure. I slid down on to my knees and found her sweet spot and made her squeal even more.

After I’d finished and stood she put her hand up my skirt and rubbed my balls then my cock as I was about to cum she said “Squeal like a woman when you cum”. I obeyed and this seemed to heighten the pleasure I felt.

When we left the pub we headed home, flashing my panties at every opportunity and when in crowds getting my bum squeezed on at least twice.

After arriving home I was asked if had enjoyed the day and I said I had and we discussed the day the pleasure I felt flashing my panties and also getting my bum felt. I was the told to get my maids uniform on and prepare dinner as the fun of the day was over. This wasn’t true as the fun was about to start - but that’s another story.